B2B Outside Sales Pro — Insurance Solutions

Cleft of the Rock, Inc.; Erlanger (KY); Hybrid; USD 75,000 - 95,000; Full time

Benefits offered by this job

Hands-on training

Mentorship

Draw pay + commissions

Performance bonuses

Job summary

Cleft of the Rock, Inc. is seeking an Outside Sales Representative to drive B2B insurance solutions through face-to-face client engagements. You will visit businesses, present options, and build a durable book of business in a hybrid remote/on-site role.

The role emphasizes relationship-building, strong communication, and the ability to work with decision-makers. You will earn competitive pay with draw, commissions, and bonuses, and receive hands-on training and ongoing mentorship.

Qualifications

• Face-to-face B2B sales experience preferred.
• Willing to obtain health and life license; reimbursement provided.
• Ability to build and manage a book of business.
• Strong presentation and communication skills.

Responsibilities

• Meet face-to-face with business owners, managers, and employees in your territory.
• Lead presentations to small groups and larger teams (1–100+ employees).
• Build and maintain your own book of business.
• Follow up on leads, schedule appointments, and support clients throughout the process.
• Work closely with your manager to set goals and track progress.

Skills

Sales

Relationship-building

Presentations

Time management

Education

Health & Life insurance license

Tools

CRM software

Microsoft Office

Job description

Cleft of the Rock, Inc. is seeking an Outside Sales Representative to drive B2B insurance solutions through face-to-face client engagements. You will visit businesses, present options, and build a durable book of business in a hybrid remote/on-site role.

The role emphasizes relationship-building, strong communication, and the ability to work with decision-makers. You will earn competitive pay with draw, commissions, and bonuses, and receive hands-on training and ongoing mentorship.